56752-35-3Relevant articles and documents
New synthetic routes to alkyl-substituted and functionalized perylenes
Schlichting, Peter,Rohr, Ulrike,Muellen, Klaus
, p. 395 - 407 (1997)
3,9(10)-Dialkynyl- and 3-monoalkynyl-substituted perylenes (16 and 20) and their ω-functionalized derivatives 27, 30, 33, 35 can be synthesized easily and in high yields as well as the 3-alkyl-9(10)-alkynyl-substituted perylenes 39 and 42. This is achieved by a palladium-catalyzed coupling reaction of monobromoperylenes 19 and 38 and dibromoperylene 15 with 1-alkynes and ω-functionalized 1-alkynes, respectively. The quantitative conversion of the alkynes into the corresponding alkyl-substituted perylene derivatives 17, 21, 28, 31, 34, 36, 40 and 43 can be accomplished by catalytic hydrogenation. Further conversions of 28, 31, 34, 36, 40 and 43 provide the functionalized perylenes 29, 32, 37, 41 and 44. VCH Verlagsgesellschaft mbH, 1997.
Aromaticity Relocation in Perylene Derivatives upon Two-Electron Oxidation To Form Anthracene and Phenanthrene
Matsumoto, Akinobu,Suzuki, Mitsuharu,Hayashi, Hironobu,Kuzuhara, Daiki,Yuasa, Junpei,Kawai, Tsuyoshi,Aratani, Naoki,Yamada, Hiroko
, p. 14462 - 14466 (2016)
We prepared perylene dications 12+and 22+by using “capped” perylene derivatives, and for the first time, successfully obtained single crystals of a perylene dication 12+that enabled us to perform its structural analysis. We realized that the substituted aryl groups on perylene control the positions of positive charges, thus the remaining electronic system satisfies Clar's sextet rule toward the highest number of localized sextets. Experimental and theoretical evidence proved that Clar's aromatic π-sextet rule could be applied even for the dicationic perylenes in a very simple way.
Lateral Fusion of Chemical Vapor Deposited N = 5 Armchair Graphene Nanoribbons
Chen, Zongping,Wang, Hai I.,Bilbao, Nerea,Teyssandier, Joan,Prechtl, Thorsten,Cavani, Nicola,Tries, Alexander,Biagi, Roberto,De Renzi, Valentina,Feng, Xinliang,Kl?ui, Mathias,De Feyter, Steven,Bonn, Mischa,Narita, Akimitsu,Müllen, Klaus
, p. 9483 - 9486 (2017)
Bottom-up synthesis of low-bandgap graphene nanoribbons with various widths is of great importance for their applications in electronic and optoelectronic devices. Here we demonstrate a synthesis of N = 5 armchair graphene nanoribbons (5-AGNRs) and their lateral fusion into wider AGNRs, by a chemical vapor deposition method. The efficient formation of 10- and 15-AGNRs is revealed by a combination of different spectroscopic methods, including Raman and UV-vis-near-infrared spectroscopy as well as by scanning tunneling microscopy. The degree of fusion and thus the optical and electronic properties of the resulting GNRs can be controlled by the annealing temperature, providing GNR films with optical absorptions up to ～2250 nm.
MOLECULES AND OLIGOMERS FOR ENDOTHERMIC SINGLET FISSION
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Paragraph 0056-0057, (2020/11/27)
The present disclosure relates to a composition that includes a repeat unit defined by where each of R1, R2, R3, R4, R5, R6, R7, and R8 includes at least one of a hydrogen atom, a fluorine atom, and/or a first hydrocarbon chain having between 1 and 20 carbon atoms, inclusively, where each of A1, A2, A3 and A4 are either a carbon atom or a nitrogen atom, when A1 is a nitrogen atom, A2 is a carbon atom, when A2 is a nitrogen atom, A1 is a carbon atom, when A3 is a nitrogen atom, A4 is a carbon atom, when A4 is a nitrogen atom, A3 is a carbon atom, either A1 or A2 form a covalent bond, x, with a carbon atom, a, either A3 or A4 form a covalent bond, y, with a carbon atom, b, L is a linker group that includes an aromatic ring, and n is between 1 and 20, inclusively.
Synthesis of Perylene-Tagged Internal and External Electron Donors for Magnesium Dichloride Supported Ziegler-Natta Catalysts
Guzeev, Bogdan A.,Mladentsev, Dmitry Y.,Sharikov, Mikhail I.,Goryunov, Georgy P.,Uborsky, Dmitry V.,Voskoboynikov, Alexander Z.
, p. 1399 - 1407 (2019/03/07)
We report on the synthesis of three perylene-tagged electron donors representing three major types- phthalates, diethers, and alkoxysilanes - which are of importance for the subsequent studies of MgCl 2 -supported Ziegler-Natta catalysts by means of laser scanning confocal fluorescence microscopy. The obtained products were unambiguously characterized, including by X-ray crystal structure analysis; their photophysical properties (absorption and emission spectra) were investigated as well. Additionally, a reliable and convenient protocol for the multigram synthesis of the required starting material - 3-bromoperylene (PerBr) - was developed. The key step of this method was synthesis of trialkylsilyl-substituted perylenes, which were further separated by means of flash chromatography followed by conversion of the isolated 3-trialkylsilyl-substituted product to PerBr.
ULTRA BRIGHT DIMERIC OR POLYMERIC DYES
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Page/Page column 52, (2017/12/01)
Compounds useful as fluorescent or colored dyes are disclosed. The compounds have the following structure (I): or a stereoisomer, tautomer or salt thereof, wherein R1, R2, R3, R4, R5, L, L1, L2, L3, L4, M, M', m1, m2, n, x, y and z are as defined herein. Methods associated with preparation and use of such compounds are also provided.
Reliable and reproducible separation of 3,9-and 3,10-dibromoperylenes and the photophysical properties of their alkynyl derivatives
Hayashi, Koichiro,Inouye, Masahiko
supporting information, p. 4334 - 4337 (2018/08/28)
We developed a reliable and reproducible method for the separation of 3,9-dibromoperylene and 3,10-dibromoperylene resulting from bromination of perylene by using sequential and repeated recrystallization. Because of the unprecedented purities of the dibromoperylenes, they exhibit the high-est melting temperatures so far reported. In addition, various alkynylperylenes were prepared from the dibromoperylenes, and we investigated the photophysical characteristics of these alkynyl derivatives in detail.
CYANATED PERYLENE COMPOUNDS
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Paragraph 0381, (2017/07/14)
The present invention relates to a cyanated perylene compound of the formula I in which one of the Z substituents and one of the Z* substituents are cyano and the other Z substituent and the other Z* substituent are each independently CO2R9, CONR10R11, optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or C6-C14-aryl, where R9, R10 and R11 are each as defined in the claims; and mixtures thereof. The present invention further relates to a composition comprising a cyanated perylene compound of the formula I or mixtures thereof and to a process for preparation thereof; to color converters comprising at least one polymer as matrix material and at least one cyanated perylene compound or mixtures thereof or a composition comprising at least one cyanated perylene compound or mixtures thereof as fluorescent dye; to the use of these color converters and to lighting devices comprising at least one LED and at least one color converter.
Probing Diels-Alder reactivity on a model CNT sidewall
Jackson, Evan P.,Sisto, Thomas J.,Darzi, Evan R.,Jasti, Ramesh
, p. 3754 - 3758 (2016/06/06)
We have synthesized a cycloparaphenylene containing a perylene motif that is a model for a carbon nanotube sidewall. The reactivity of the sidewall model towards a Diels-Alder reaction using a masked acetylene was examined and similar reactivity was observed between the macrocyclic and planar substrate. This study suggests that a Diels-Alder reaction is a viable method for carbon nanotube growth using an appropriate template.
A highly crystalline low band-gap polymer consisting of perylene and diketopyrrolopyrrole for organic photovoltaic cells
Kim, Ji-Hoon,Song, Chang Eun,Kang, In-Nam,Shin, Won Suk,Hwang, Do-Hoon
supporting information, p. 3248 - 3250 (2013/05/08)
A new, low band-gap donor-acceptor-type conjugated polymer, PDPP-PER, comprising 3,9-perylene (PER) and diketopyrrolo[3,4-c]pyrrole (DPP) was synthesized. The crystallinity of the synthesized polymer film significantly improved with thermal annealing to 150°C. The PCE of the PDPP-PER device reached 6.35% with a high open-circuit voltage of 0.79 V.
